Tetrahedron letters

Synthesis of mono-and 1, 4-dicarbonyl compounds based on the oxygenation of phosphonate carbanions. Synthesis of dihydrojasmone, allethrone and …

M Mikołajczyk, W Midura, S Grzejszczak

Index: Mikolajczyk, Marian; Midura, Wanda; Grzejszczak, Slawomir Tetrahedron Letters, 1984 , vol. 25, # 23 p. 2489 - 2492

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Citation Number: 16

Abstract

Abstract Oxidation of the α-alkylthio-substituted phosphonate carbanions was found to give the corresponding carbonyl compounds. A new synthesis of 1, 4-dicarbonyl systems involving the oxygenation of phosphonate carbanions as a key step is described. Total synthesis of dihydrojasmone and allethrone and formal synthesis of methylenomycin B is reported.